CHEBI:3732 - clarithromycin

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ChEBI Name clarithromycin
ChEBI ID CHEBI:3732
Definition The 6-O-methyl ether of erythromycin A, clarithromycin is a macrolide antibiotic used in the treatment of respiratory-tract, skin and soft-tissue infections. It is also used to eradicate Helicobacter pylori in the treatment of peptic ulcer disease. It prevents bacteria from growing by interfering with their protein synthesis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:670147, CHEBI:442148, CHEBI:41676
Supplier Information ChemicalBook:CB2225614, eMolecules:4775688, Selleckchem:clarithromycin, ZINC000085534098
Download Molfile XML SDF
Formula C38H69NO13
Net Charge 0
Average Mass 747.95340
Monoisotopic Mass 747.47689
InChI InChI=1S/C38H69NO13/c1-15-26-38(10,45)31(42)21(4)28(40)19(2)17-37(9,47-14)33(52-35-29(41)25(39(11)12)16-20(3)48-35)22(5)30(23(6)34(44)50-26)51-27-18-36(8,46-13)32(43)24(7)49-27/h19-27,29-33,35,41-43,45H,15-18H2,1-14H3/t19-,20-,21+,22+,23-,24+,25+,26-,27+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1
InChIKey AGOYDEPGAOXOCK-KCBOHYOISA-N
SMILES [H][C@@]1(C[C@@](C)(OC)[C@@H](O)[C@H](C)O1)O[C@H]1[C@H](C)[C@@H](O[C@]2([H])O[C@H](C)C[C@@H]([C@H]2O)N(C)C)[C@@](C)(C[C@@H](C)C(=O)[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@@H]1C)OC
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
protein synthesis inhibitor
A compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via macrolide antibiotic )
Application(s): antibacterial drug
A drug used to treat or prevent bacterial infections.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing clarithromycin (CHEBI:3732) has role antibacterial drug (CHEBI:36047)
clarithromycin (CHEBI:3732) has role environmental contaminant (CHEBI:78298)
clarithromycin (CHEBI:3732) has role protein synthesis inhibitor (CHEBI:48001)
clarithromycin (CHEBI:3732) has role xenobiotic (CHEBI:35703)
clarithromycin (CHEBI:3732) is a macrolide antibiotic (CHEBI:25105)
IUPAC Name
O6-methylerythromycin
INNs Sources
clarithromycin ChemIDplus
clarithromycina ChemIDplus
clarithromycine ChemIDplus
clarithromycinum ChemIDplus
Synonyms Sources
6-O-methylerythromycin ChemIDplus
6-O-methylerythromycin A ChemIDplus
CLA DrugBank
CLARITHROMYCIN PDBeChem
Clarithromycin KEGG COMPOUND
Manual Xrefs Databases
668 DrugCentral
C06912 KEGG COMPOUND
CTY PDBeChem
D00276 KEGG DRUG
DB01211 DrugBank
EP41355 Patent
LMPK04000014 LIPID MAPS
LSM-5606 LINCS
US4331803 Patent
View more database links
Registry Numbers Types Sources
3581974 Reaxys Registry Number Reaxys
81103-11-9 CAS Registry Number ChemIDplus
Citation Waiting for Citations
Last Modified
22 February 2017
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag